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Digitale Medien

Separation of Enantiomeric Irones by Gas-Liquid Chromatography on Modified Cyclodextrins (1990)

Marner, Franz-Josef ; Runge, Torsten ; König, Wilfried A.

New York, NY : Wiley-Blackwell

Helvetica Chimica Acta 73 (1990), S. 2165-2170

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ISSN: 0018-019X

Schlagwort(e): Chemistry ; Organic Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Natural irones found in the essential oil of Iris rhizomes often are mixtures of enantiomers. The separation of all optical isomers of the irones by GLC on modified cyclodextrins and the determination of their composition within different Iris oils is described. The significance for the biosynthesis of the cycloiridals, C31-triterpenoids, which serve as precursors of the irones, is discussed.

Zusätzliches Material: 1 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/hlca.19900730812

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Digitale Medien

Gas chromatographic separation of atropisomeric alkylated and polychlorinated biphenyls using modified cyclodextrins (1993)

König, Wilfried A. ; Gehrcke, Bärbel ; Runge, Torsten ; [weitere]

Weinheim : Wiley-Blackwell

Journal of High Resolution Chromatography 16 (1993), S. 376-378

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ISSN: 0935-6304

Schlagwort(e): Resolution of atropisomers ; Alkylated biphenyls ; Polychlorinated biphenyls (PCBs) ; Dynamic gas chromatography ; Chemistry ; Analytical Chemistry and Spectroscopy

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Selectively alkylated cyclodextrins have been used to resolve the enantiomers of 2,2′ alkylated biphenyls. The configurational stability of 2,2′-dimethyl and 2,2′-diethyl biphenyls is insufficient for gas chromatographic separation even at ambient temperature. 2-Isopropyl-2′-t-butyl- and 2,2′-di-t-butylbiphenyl are configurationally stable under the conditions applied, whereas 2,2′-diisopropyl- and 2,2′-bis(trifluoromethyl)biphenyl show temperature-dependent interconversion of the enantiomers during chromatography. The gas chromatographic separation of the enantiomers of some ortho trichlorinated biphenyls carrying 4, 5, and 6 chlorine substituents has been demonstrated for the first time.

Zusätzliches Material: 3 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/jhrc.1240160609

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Gas chromatographic enantiomer separation of agrochemicals using modified cyclodextrins (1991)

König, Wilfried A. ; Icheln, Detlef ; Runge, Torsten ; [weitere]

Weinheim : Wiley-Blackwell

Journal of High Resolution Chromatography 14 (1991), S. 530-536

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ISSN: 0935-6304

Schlagwort(e): Capillary gas chromatography ; Heptakis(2-O-methyl-3,6-di-O-pentyl)-γ-cyclodextrin ; Mixed cyclodextrin derivatives ; Phenoxypropionic acid herbicides ; Polychlorinated pesticides ; Enantiomer separation of chlordane ; Organophosphorus pesticides ; Chemistry ; Analytical Chemistry and Spectroscopy

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: The enantiomers of phenoxypropionic acid type herbicides have been resolved by capillary gas chromatography employing modified cyclodextrins as chiral stationary phases. Excellent separations were obtained with columns containing a 1:1 mixture of per-O-pentylated and per-O-methylated γ-cyclodextrin.The enantiomers of the methyl esters of mecoprop and dichlorprop were also resolved on octakis(3-O-butyryl-2,6-di-O-pentyl)-γ-cyclodextrin. On this phase the order of elution of the enantiomers was temperature-dependent, the elution order being reversed as the temperature passed through the isoenantioselective temperature. This is the first time such behavior has been observed with cyclodextrin derivatives.The enantiomers of the polychlorinated polycyclic pesticides cis- and trans-chlordane, oxychlordane, heptachlor, heptachlorepoxide, and three chiral organophosphorus pesticides could be resolved using selectively derivatized cyclodextrin derivatives.

Zusätzliches Material: 11 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/jhrc.1240140804

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Enantiomeric composition of the chiral constituents in essential oils. Part 1: Monoterpene hydrocarbons (1992)

König, Wilfried A. ; Krüger, Angelika ; Icheln, Detlef ; [weitere]

Weinheim : Wiley-Blackwell

Journal of High Resolution Chromatography 15 (1992), S. 184-189

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ISSN: 0935-6304

Schlagwort(e): Enantioselective gas chromatography ; Cyclodextrin derivatives ; Monoterpene hydrocarbons ; Essential oils ; Chemistry ; Analytical Chemistry and Spectroscopy

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Using a dual column gas chromatograph equipped with two capillary columns coated with heptakis(6-O-methyl-2,3-di-O-pentyl)-β-cyclodextrin (6-me-2,3-pe-β-CD) and octakis(6-O-methyl-2,3-di-O-pentyl)-γ-cyclodextrin (6-me-2,3-pe-γ-CD), respectively, all important olefinic monoterpene hydrocarbons occurring in essential oils, including α-thujene, α- and β-pinene, camphene, sabinene, α- and β-phellandrene, Δ-3-carene and limonene can be resolved into enantiomers. With the chromatographic system described the characteristic enantiomeric composition of these monoterpene hydrocarbons in essential oils can be determined.

Zusätzliches Material: 7 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/jhrc.1240150310

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Digitale Medien

Cyclodextrins as chiral stationary phases in capillary gas chromatography. Part VII: Cyclodextrins with an inverse substitution pattern - synthesis and enantioselectivityPart VI, see reference [6]. (1990)

König, Wilfried A. ; Icheln, Detlef ; Runge, Torsten ; [weitere]

Weinheim : Wiley-Blackwell

Journal of High Resolution Chromatography 13 (1990), S. 702-707

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ISSN: 0935-6304

Schlagwort(e): Enantioselective capillary gas chromatography ; Cyclodextrins ; Inverse substitution pattern ; Mechanism of chiral recognition ; Applications ; Chemistry ; Analytical Chemistry and Spectroscopy

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Notizen: Transferring the site of specific substitution of dipentylated cyclodextrins with methyl or acyl residues from the secondary 3-hydroxyl group to the primary 6-hydroxyl group was expected to provide new information on the mechanism of chiral recognition. The 3-position points towards and the 6-position points away from the cyclodextrin cavity which via inclusion complex formation is supposed to play a major role in chiral separation. The “inverse” 6-O-acyl-2,3-di-O-pentyl-cyclodextrins displayed almost no enantioselectivity but the corresponding 6-O-methyl derivatives are a versatile supplement to the chiral capillary GC phases nowadays available. Among the compounds that could be enantiomerically resolved are alcohols, amino acids, alkyl halides, bicyclic ethers, acetals, olefins, other hydrocarbons and chiral pharmaceuticals.

Zusätzliches Material: 9 Ill.

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/jhrc.1240131010

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Enantioselektive Synthesen cyclopentanoider Verbindungen aus Isopren und PiperylenProfessor Carl Heinrich Krauch zum 60. Geburtstag gewidmetDiese Arbeit wurde von der Volkswagen-Stiftung, der Deutschen Forschungsgemeinschaft und dem Fonds der Chemischen Industrie gefördert. Wir danken der Hoechst AG für Chemikalien. (1992)

Baldenius, Kai-U. ; Dieck, Heindirk Tom ; König, Wilfried A. ; [weitere]

Weinheim : Wiley-Blackwell

Zeitschrift für die chemische Industrie 104 (1992), S. 338-340

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ISSN: 0044-8249

Schlagwort(e): Chemistry ; General Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/ange.19921040328

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Enantioselective Syntheses of Cyclopentanoid Compounds from Isoprene and trans-1,3-PentadieneThis research was supported by the Volkswagen-Stiftung, the Deutsche Forschungsgemeinschaft, and the Fonds der Chemischen Industrie. We thank Hoechst AG for their gift of chemicals.Dedicated to Professor Carl Heinrich Krauch on the occasion of his 60th birthday (1992)

Baldenius, Kai.-U. ; tom Dieck, Heindirk ; König, Wilfried A. ; [weitere]

Weinheim : Wiley-Blackwell

Angewandte Chemie International Edition in English 31 (1992), S. 305-307

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ISSN: 0570-0833

Schlagwort(e): Chemistry ; General Chemistry

Quelle: Wiley InterScience Backfile Collection 1832-2000

Thema: Chemie und Pharmazie

Materialart: Digitale Medien

URL: http://dx.doi.org/10.1002/anie.199203051

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